节点文献
双枝[1,3,4]-噁二唑衍生物的合成与荧光性质
Synthesis and Fluorescence Properties of Bisbranched 1,3,4-Oxadiazole Derivatives
【摘要】 通过Wittig反应和Heck反应合成了三个双枝噁二唑衍生物:N-{{{3,5-二-[5-(4-叔丁基苯基)-1,3,4-噁二唑-2]-苯基}-E-乙烯基}-4-苯基}二苯胺(BBOD-2),N,N-双{{{3,5-二-[5-(4-叔丁基苯基)-1,3,4-噁二唑-2]-苯基}-E-乙烯基}-4-苯基}苯胺(BBOD-3),N,N,N-三{4-{2-{3,5-二-[5-(4-叔丁基苯基)-1,3,4-噁二唑-2]-苯基}-E-乙烯基}苯基}胺(BBOD-4).化合物结构经过红外光谱、核磁共振谱、质谱和熔点确证,测定了它们在不同溶剂中的紫外光谱和单光子荧光光谱.BBOD-1,BBOD-2,BBOD-3,BBOD-4在二氯甲烷中的最大吸收峰分别位于295,390,398和408nm;最大发射峰分别为360,486,483和487nm.讨论了Stokes位移与溶剂极性的关系.
【Abstract】 Three novel bisbranched oxadiazole derivatives, N-{4-{2-{3,5-di[5-(4-tert-butylphenyl)-1,3,4- oxadiazol-2-yl]phenyl}-E-vinyl}phenyl}-diphenylamine (BBOD-2), N,N-di{4-{2-{3,5-di[5-(4-tert-buty- phenyl)-1,3,4-oxadiazol-2-yl]phenyl}-E-vinyl}phenyl}aniline (BBOD-3) and N,N,N-tris{4-{2-{3,5-di[5-(4- tert-butylphenyl)-1,3,4-oxadiazol-2-yl]phenyl}-E-vinyl}phenyl}amine (BBOD-4), were synthesized through Wittig and Heck reactions. Their structures were characterized by IR, 1HNMR, MS and melting points. A detailed spectrum study of these molecules, including absorption and fluorescence in different solvents, was conducted. The maximum absorption peaks in dichloromethane were at 390 nm for BBOD-2, 398 nm for BBOD-3 and 408 nm for BBOD-4, respectively. The maximum emission wavelengths were at 486 nm for BBOD-2, 483 nm for BBOD-3 and 487 nm for BBOD-4 in dichloromethane, respectively. The relationship of Stokes shift with solvent polarity was discussed.
【Key words】 1,3,4-oxadiazole derivative; Wittig reaction; Heck reaction; fluorescence property;
- 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2009年01期
- 【分类号】O626.2
- 【被引频次】17
- 【下载频次】537